Who is the first guy Rory sleeps with?

Dean Forester

He is Rory's first kiss, first boyfriend, and later on, first sexual experience. Rory and Dean have a sweet relationship at the beginning— cue their adorable first kiss at Doose's Market —but it all comes to a crashing halt when Dean breaks up with Rory because she doesn't verbalize that she loves him.

Who did Rory lose virginity?

Rory losing her virginity to Dean at the end of Season 4 seemed like a pretty positive experience—except that, y'know, he was married at the time. But Rory's so oblivious to her own wrongdoing that she doesn't actually seem all that upset by the whole thing, so this probably qualifies as the best of the three.

Who did Rory have a one-night stand with?

The Wookie — The One-Night Stand

Rory and the man in the Wookie costume hook up towards the end of the Spring episode in May in Gilmore Girls: A Year in the Life.

What guys did Rory sleep with?

When Rory slept with Dean, she told her mom. When she started dating Logan, she let Lorelai know that she and Logan were intimate.

Who was Rory Gilmore's first boyfriend?

Dean Forester 0/10

Despite being Rory's first boyfriend, this man was a walking red flag. From getting in fights at Rory's school dance, to being stoked on her dressing up as 1950s housewife Donna Reed to cook him meatloaf, to cheating on his wife with Rory — he was toxic, toxic, toxic.

Rory Sleeps With Dean|Gilmore Girls

Who is Rory's baby daddy?

OK, let's bite. "The only obvious choice is — you guessed it — Logan," Campbell said. "If it was Paul, she would've had the baby in the 'Fall,' if it was the Wookiee, she would've been about to burst." That's right: The only possible dad to Rory's child is Logan Huntzberger (Matt Czuchry).

How many boyfriends Rory had?

Longtime fans of Gilmore Girls will note that historically Rory had three prominent boyfriends during the original run: Jess, Logan, and Dean.

Who gets Rory pregnant?

Valerie Campbell, who worked on 2016's Gilmore Girls: A Year in the Life, has declared in a series of TikTok videos that Logan Huntzberger (Matt Czuchry) is the father of Rory's (Alexis Bledel) baby, ruling out the forgettable Paul (Jack Carpenter) and the Wookiee that Rory had a one-night stand with in the series.

Who did Rory really love?

1. Logan Huntzberger

They had not one, but two meet cutes. Logan started off as a complete jerk, but his relationship with Rory makes you love him even more. He was always a great friend (and boyfriend) to her no matter the circumstance.

Who did Rory see kissing?

Episode Info

Richard and Emily invite Lorelai and Rory to their fancy tailgate party at the Harvard-Yale game; Rory is shocked to see Paris and a distinguished professor (Michael York) kissing.

Why was Gilmore cancelled?

Lauren explained that the possibility of returning fell through because "we were trying to find a way we [she and Bledel] could have a slightly easier schedule, and there was really no way to do that and still have it be Gilmore Girls."

Who was the best guy for Rory?

Jess grew out of being an irresponsible, misunderstood teenager and into someone capable of loving Rory healthily and helpfully. Jess consistently proved himself to be the perfect boyfriend when he and Rory were not together because of the effect she had on him.

Is Lorelai pregnant in season 5?

Healthy food is pretty much out of the question ... except, that is, when Lorelai's pregnant. In a Season 5 episode called “Blame Booze and Melville," Lorelai worries she might be pregnant with Luke's baby after she suddenly starts craving apples: something she only ate when she was pregnant with Rory.

How many times does Rory cheat?

Furthermore, while Rory is something of a serial cheater, she never cheated on Jess either. She did cheat on both Dean and Logan with Jess, which is not great, but it does prove that she was happiest with him and couldn't resist coming back. Most importantly, Jess was always faithful to her.

Did Rory sleep with anyone?

However, on the night of its grand opening, Dean finds Rory collecting CDs at her house, and they end up sleeping together (Rory's first time). Not long afterwards, Lorelai returns home and sees the two hurriedly exit Rory's bedroom.

Does Rory ever get cheated on?

Dean Cheated On Lindsay With Rory

When Dean and Rory began seeing each other while he was married to Lindsay, fans couldn't help but feel awful for his young bride. Rory gave Dean her virginity, and she made it seem like this was acceptable because she had Dean first.

Does Rory sleep with Jess?

The tragic history of Jess and Rory is not necessarily that they never consummated their relationship, but that that their relationship was never as serious as it would have needed to be to last.

Did Rory ever date Tristan?

Together. Never dated. Kissed once, Tristin had feelings for Rory and she was a little interested later on, but never acted on it.

Does Rory love Dean or Jess?

Jess And Rory Officially Start Dating (And Rory And Jess Break Up) Fans love Rory and Dean's Gilmore Girls episodes but once season 3 rolls around, Rory can't hide her romantic feelings for Jess. Dean dumps her very loudly and publicly at the town dance marathon, and Rory and Jess can officially be together.

Who does Rory end up?

Though they end up getting married in the middle of the night with only a handful of people at the altar, Jess and Rory share a brief moment earlier that afternoon, and you can clearly tell Jess is still carrying a torch for her. The pair soon seem all set to live a happy life together.

Who does Dean end up with?

Beginning in Season 4, Dean appears less often on Gilmore Girls. However, he does have one more key plot line, as he eventually marries Lindsay.

Does Rory get married to anyone?

“Rory was her own woman, and I think that's what drew him in and made Logan want to give her everything.” Yet, at the end of Gilmore's seven-season run, Rory was single.

Why does Logan call Rory Ace?

Calling her "Ace" was his way of gently ribbing Rory for her serious demeanor and the way she held her work as a student journalist to the utmost importance. As someone who was completely carefree, Logan found humor in this. But as Gilmore Girls went on, Logan began to show his sweeter and more vulnerable side to Rory.

Why didn t Logan marry Rory?

While Rory loved Logan and appreciated all the good memories that they shared, she said no as she didn't feel that it was the right time. This meant that they broke up and Logan continued on his path and Rory went to work for Obama's presidential campaign.

Does Lorelai marry Luke?

However, in the end, Luke and Lorelai did finally end up getting married in the last episode, years after their failed first attempt in Gilmore Girls season 6.